Middleton, WI Homes for Sale under $900,000

Immaculate Middleton Ridge home on a quiet cul-de-sac in the Middleton-Cross Plains School District! This 4-bedroom, 3.5-bath home offers over 3,700 finished sq. ft. with an open floor plan, hardwood floors, granite countertops, a large kitchen island, pantry, and a cozy gas fireplace. The main level includes a private office and laundry, while the finished lower level features a spacious rec

Spencer Schumacher Spencer Real Estate Group

Life in Middleton Hills takes on an easy elegance in this thoughtfully designed home, where the ease of condo living meets the privacy of a standalone residence. Lawn care + snow removal are handled for you, creating more time to enjoy the neighborhood’s cafes, restaurants, shops,+nearby trails. Inside, the open-concept main level is grounded by solid hardwood floors and a striking stone

Julie Bernauer Sprinkman Real Estate

Waunakee Schools with Middleton Convenience! Tucked away on a quiet cul-de-sac in highly sought-after Fox Bluff, this beautiful home offers privacy, space, and an unbeatable location. Surrounded by mature trees and tons of green space, the property sits on a huge lot just outside of town. Residents of the Town of Westport enjoy notably lower property taxes while benefiting from an A+ location

Matthew Lindholm Bruner Realty & Management

Major exterior updates, including the roof and siding. Welcome to this beautifully updated home nestled in a quiet Middleton neighborhood within the highly sought-after Middleton school district. This home offers the perfect blend of comfort, style, and convenience. Fall in love with the updated kitchen featuring stunning quartz countertops, beautiful hardwood floors, a spacious walk-in pantry,

Sam Jessup Pinnacle Real Estate Group LLC

Located in the highly sought-after Middleton School District, this stunning 3-bed, 2.5-bath home offers the perfect blend of comfort, space & functionality. Step in from the front porch into a warm & welcoming main level w/ spacious living area anchored by a charming fireplace perfect for relaxing evenings. The open layout flows seamlessly into the kitchen & dining area w/ room to gather. A

Aeryn Barry Tim O'Brien Homes LLC

Welcome to Hidden Oaks, where quality craftsmanship meets serene surroundings. This beautifully maintained ranch-style home features 4 bedrooms and 3 baths, offering the perfect blend of comfort, style, and functionality. Nestled on a spacious lot that backs onto protected green space and a conservancy, you'll enjoy stunning views and enhanced privacy. The open-concept layout boasts 9-foot

Musa Jallow Restaino & Associates

This Scenic Ridge Estates two story is meticulously maintained and offers a perfect balance of serene, scenic privacy and neighborhood living. Situated on a 1.07-acre lot, you have easy access to Middleton schools & numerous walking & biking trails, all while being just a short drive from the shops, restaurants, and conveniences of both Madison and Middleton. The main level features elegant

Jennifer Rios Restaino & Associates

Energy Efficient New Construction located in the highly sought after Middleton School District. Tim O'Brien Homes Abbott plan welcomes you from the covered front porch inviting you into an open living space where the bright sunny Great Room features a cozy fireplace & is open to a spacious Kitchen and dining area. The quartz counters & ample cabinetry make this kitchen a chef's dream. A Flex Room

Aeryn Barry Tim O'Brien Homes LLC

Showings begin 8/14! Immaculate 4 bed, 3.5 bath 2-story in Middleton’s Misty Valley! The inviting lvg rm w/soaring 16 ft ceiling, abundant natural light & hdwd flrs flow seamlessly into the sleek kitchen w/white cabinets, SS appliances, peninsula w/bfast bar & dinette. You’ll love the main lvl primary w/ensuite bath feat dual sinks, new shower & walk-in closet. A 1/2 bath & mudrm w/cubbies round

Ben Allen Vanguard Real Estate LLC

Here's your chance to own a beautifully maintained home in the heart of Middleton Hills, with an unbeatable location and the major updates already complete. It's just half a block from Northside Elementary, with Kromrey and Middleton High School nearby, and the school bus stop just one door down. Enjoy being two blocks from one of several neighborhood parks, close to the trails of Pheasant Branch

Jack Verstegen Restaino & Associates

Spacious, updated ranch-style condo in Bishop's Bay with a main-level primary suite. The open-concept kitchen and living room feature bamboo flooring and a gas fireplace, while the eat-in kitchen offers solid surface counters, a gas range with hood vent, and abundant storage. Step outside to the private, covered composite deck — perfect for grilling or fresh air. The large primary suite impresses

Michael Restaino Restaino & Associates

Live in one half, let your tenant cover the rest. This classic two-story duplex sits in the heart of Middleton, and with a newly signed lease at $2,000/month already in place, the mortgage math works from day one. The owner's side (3207) lives like a true single-family home—3 bedrooms, 1.5 baths, and a 1-car garage, freshly updated with stainless steel appliances, a renovated bathroom, fresh

Acker Maly Home Team RE/MAX Preferred

Who says you cannot live beautifully in a smaller footprint? These cozy and light-filled standalone homes are a joy & a rarity... combining high quality, high functionality & attention to design. This home at Belle Farm serves as a peaceful antidote... an example that less can be more. Inspiring interiors, front porches & secluded side yards allow for both privacy & opportunities to connect.

Estella Moschkau Sprinkman Real Estate

Welcome home to this beautifully maintained 4-bedroom up, 3.5-bath home offering the perfect blend of comfort, style, and location. Priced below the assess value this spacious floor plan features maple hardwood floors, tile flooring, with creating an open, airy feel throughout. New Roof in 2026! The finished lower level with exposure and 9 ft ceilings provides exceptional additional living

Wanda Roche Compass Real Estate Wisconsin

Charming 4-bedroom, 3.5-bath Craftsman in sought-after Middleton Hills Neighborhood and the Middleton School District! The main level features beautiful wood floors, a spacious kitchen with a walk-in pantry, tiled backsplash, quartz countertops, granite island, maple cabinets, an induction stove, and stainless steel appliances. Enjoy the formal dining room and relax in the spacious living room

Spencer Schumacher Spencer Real Estate Group

Located in the heart of the highly sought-after Middleton School District, this stunning 4-bedroom, 2.5-bathroom home offers the perfect blend of comfort, space & functionality. Step in to a welcoming spacious living area w/ charming fireplace perfect for relaxing evenings. The open layout flows seamlessly into the kitchen & dining area, w/ ample counter space & room to gather. Versatile flex

Aeryn Barry Tim O'Brien Homes LLC

Price drop 6/23/26. Charming raised ranch in Woodside Heights enclave, just one block from Stricker's Pond, on tree-lined, quiet, well-kept and in-demand neighborhood with downtown Middleton and schools within walking distance. In-ground pool has new liner and heater (2023), slide & stone paved decking. New carpet & paint throughout. Extensive work on landscape. Expansive Great Room has tongue &

Jane McCormick Shore Bluff Realty

Welcome to this exquisite ranch in the highly sought-after Pope Farm Estates! Soaring 10+ foot tray ceilings w/ exposed beams & a gas fireplace w/ wood mantel anchor an impressive great room that feels both comfortable & elegant. The gorgeous kitchen is a true showpiece, featuring wall-to-ceiling soft close Amish cabinetry, luminous suede granite counters & thoughtful under-cabinet lighting.

Joe Shipley MHB Real Estate

Excellent Investment Opportunity in prime Middleton Location! Well-maintained duplex in the heart of Middleton, minutes from Downtown Middleton and Greenway Station. Property features two spacious units: both 3 bed, 2.5 baths, fully finished basements for additional living space, and sunroom/office that could be used as a 4th bedroom. Units have private entrance, their own 2 car garage, and are

Michael Weiss MHB Real Estate

Stunning Pacific Northwest-style new construction home offering customizable finishes & design selections thru-out! Building will begin upon execution of a build contract. Thoughtfully designed floor plan fts. 2,920 sq ft. above grade w/ engineered hardwood floors thru-out the LR, Kit, Din & office. Kitchen offers a large island w/ breakfast bar, Quartz counters, SS appls, spacious pantry, &

Amy Lessing Compass Real Estate Wisconsin

Located in the heart of the highly sought-after Middleton School District, this stunning 3-bedroom, 2.5-bathroom home offers the perfect blend of comfort, space & functionality. Step in from the covered front porch to a welcoming spacious living area w/ charming fireplace perfect for relaxing evenings. The open layout flows seamlessly into the kitchen w/ ample counter space, walk in pantry &

Aeryn Barry Tim O'Brien Homes LLC

Stunning home located in the sought-after Bishops Bay, that combines the excellence of the Waunakee Schools with the conveniences and lifestyle of a Middleton location. Where luxury living meets exceptional community amenities. This home welcomes you from the moment you step inside with floor to ceiling windows, a kitchen that is both inviting and functional, offering a wolf range, new stainless

Nicole Fischer Rock Realty

Located in the heart of the highly sought-after Middleton School District, this stunning 3-bedroom, 2.5-bathroom home offers the perfect blend of comfort, space & functionality. Step in from the large covered front porch to a welcoming spacious living area w/ charming fireplace perfect for relaxing evenings. The open layout flows seamlessly into the kitchen w/ ample counter space, walk in pantry

Aeryn Barry Tim O'Brien Homes LLC

Classic 1920 Craftsman bungalow on a prime corner lot in the heart of downtown Middleton — that rarely comes to market. This 3-BR, 2.5-BA character home blends original charm with everyday livability: maple hardwood floors, classic woodwork, tall ceilings, a formal dining room, and natural light throughout. First floor powder room, laundry & a mudroom for everyday function. Upstairs, the primary

Mike Adler Restaino & Associates